Greek Islands holidays
There are thousands of Greek Islands, but only a couple of hundred or so that are inhabited. Divided into clusters, east, south and west of the mainland, go sailing in the Cyclades or Ionian islands, hiking on Crete, scuba diving off Rhodes, the largest of the Dodecanese Islands, or yoga on Skyros, one of the more remote Sporades. With archaeological treats everywhere, beaches at every turn, Greek Islands holidays are Hellenic heaven. In a cluster.
106 Greek Islands holidays found
Greek Islands sailing holiday, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From £1,166 to £1,251 8 days ex flights
Small group travel:
2023: 6 May, 9 May, 20 May, 1 Jun, 3 Jun, 17 Jun, 25 Jun, 1 Jul, 18 Jul, 29 Jul, 10 Aug, 12 Aug, 26 Aug, 9 Sep, 23 Sep, 26 Sep
Rhodes family activity holiday in Greece
Explore beautiful Rhodes with your family
From €1,250 8 days ex flights
Small group travel:
2023: 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug
Naxos and the small Cyclades walking holiday, Greece
Walk and discover Naxos and the unspoilt Small Cyclades
From £896 to £996 10 days ex flights
Small group travel:
2023: 1 Apr, 15 Apr, 29 Apr, 13 May, 27 May, 9 Sep, 23 Sep, 7 Oct, 21 Oct, 4 Nov
Luxury Greek Island holiday villa
Organic country estate by the sea on Greek island of Ithaca
From €2,595 to €5,750 per week (sleeps 4-6)
Accommodation
The best Christmas present to yourselves - save up to 1,200 euros. Confirm your 2023 holiday before 15 December to qualify for 2019 rates.
Travel Team
If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
Sailing holiday in the Aegean Sea
Unique sailing adventure off the beaten track in Greece
From £572 to £697 7 days ex flights
Small group travel:
2023: 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct, 4 Nov
Greek island hiking holiday in Serifos
Hike to hill-top villages, a monastery, a winery
From €375 5 days ex flights
Small group travel:
2023: 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct
Prices for Kythnos Hiking tours booked before 15 January will continue at 2022 prices. After that tour prices will rise 13 percent for higher inflation.
Ancient Greece & beach holiday, small group
10-Day tour of Greece including the Island of Santorini
From £1,399 to £1,499 10 days ex flights
Small group travel:
2022: 17 Dec
2023: 7 Jan, 14 Jan, 21 Jan, 28 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 4 Mar, 11 Mar, 18 Mar, 1 Apr, 8 Apr, 22 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct, 4 Nov, 11 Nov, 18 Nov, 25 Nov, 2 Dec, 9 Dec, 16 Dec
2023: 7 Jan, 14 Jan, 21 Jan, 28 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 4 Mar, 11 Mar, 18 Mar, 1 Apr, 8 Apr, 22 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct, 4 Nov, 11 Nov, 18 Nov, 25 Nov, 2 Dec, 9 Dec, 16 Dec
Island hopping cruise in Greece
Classic small ship cruise to Greek Islands & Ephesus
From £2,175 to £2,349 8 days ex flights
Small group travel:
2023: 23 Jun, 7 Jul, 14 Jul, 28 Jul, 11 Aug, 25 Aug
Cyclades walking holidays in Greece
A gently active holiday in the Cyclades
From £1,699 to £1,979 8 days inc UK flights
Small group travel:
2023: 19 Mar, 2 Apr, 16 Apr, 7 May, 14 May, 4 Jun, 18 Jun, 3 Sep, 17 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct
Karpathos and Rhodos walking & cultural holiday, Greece
Beautiful hikes, cultural walks and swimming every day!
From €1,453 12 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Walking holiday in Corfu, Greece
Hillside villages, whitewashed monasteries and quiet beaches
From £1,880 to £2,030 15 days inc UK flights
Small group travel:
2023: 22 Apr, 6 May, 20 May, 16 Sep, 30 Sep, 14 Oct
Walking holiday in Crete
Hike the Samaria Gorge and enjoy the beaches and simple life
From £1,125 to £1,317 8 days inc UK flights
Small group travel:
2023: 29 Apr, 6 May, 13 May, 9 Sep, 16 Sep, 7 Oct
Dolphin conservation holiday in Greece
Holiday on stunning Greek Island with daily dolphin tours
From €900 7 days ex flights
Small group travel:
2023: 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug
Liveaboard diving and sailing holiday in Greece
Combine a sailing and diving adventure in the Greek islands
From £730 to £879 7 days ex flights
Small group travel:
2023: 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct
Travel Team
If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
Greek Island cruising holiday
Discover a side of Greece riddled with myth and magic.
From £2,760 to £3,650£2,835 9 days ex flights
Small group travel:
2023: 18 May, 22 Jun, 20 Jul, 3 Aug, 17 Aug, 21 Sep
Cyclades walking & island hopping holiday, Greece
Walk and explore nature of Naxos, Small Cyclades & Santorini
From £894 to £1,394 14 days ex flights
Small group travel:
2023: 1 Apr, 15 Apr, 29 Apr, 13 May, 27 May, 10 Jun, 24 Jun, 9 Sep, 23 Sep, 7 Oct, 21 Oct
Greece walking holiday, Kythnos
Hiking holiday on Kythnos, a beautiful Greek island in the Cyclades group
From €435 6 days ex flights
Small group travel:
Departing every Monday from 3rd April until October. Runs with a minimum of two people.
Prices for Kythnos Hiking tours booked before 15 January will continue at 2022 prices. After that tour prices will rise 13 percent for higher inflation.
Sailing holiday in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From £1,181 to £1,296 8 days ex flights
Small group travel:
2023: 13 May, 16 May, 27 May, 8 Jun, 10 Jun, 24 Jun, 2 Jul, 8 Jul, 22 Jul, 25 Jul, 5 Aug, 17 Aug, 19 Aug, 2 Sep, 10 Sep, 16 Sep, 30 Sep, 3 Oct
Cyclades walking holiday, Greece
Walk ancient paths and enjoy stunning Cycladic sceneries
From £647 to £720 7 days ex flights
Small group travel:
2023: 1 Apr, 15 Apr, 29 Apr, 13 May, 27 May, 2 Sep, 16 Sep, 30 Sep, 14 Oct, 28 Oct
Cyclades sailing & walking holiday in Greece
Combine a sailing & hiking adventure around the Cyclades
From £726 to £797 7 days ex flights
Small group travel:
2023: 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct, 4 Nov
Kefalonia, Lefkada & Ithaki walking holiday
Walk with us and explore the lush, green Ionian islands
From £697 to £1,112 10 days ex flights
Small group travel:
2023: 1 Apr, 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct
Health & wellbeing holiday in Greece
Comedy, mindfulness and wellbeing workshops in Greece
From £1,425 14 days ex flights
Small group travel
Writing courses in Greece
Learn from distinguished writers in an idyllic setting
From £1,425 14 days ex flights
Small group travel
Hidden Greece small group tour
Go off the beaten track to discover Evia and Skyros Island.
From £1,855 10 days ex flights
Small group travel:
2023: 8 Oct
Greek Islands walking & cruise holiday
Hiking in the beautiful Greek Islands
From €1,250 to €3,300 8 days ex flights
Small group travel:
2023: 31 Mar, 27 Oct
10% off cruise fare for honeymoon couples, free cabin upgrade upon availability, Candle-lit dinner on board, free massage for two at the Jade Spas (selected ships) & A Bubbly Welcome Honeymoon treatment in your cabin
Greece wine tasting cruise
Wine tasting around the Greek islands!
From €4,350 to €5,950 8 days ex flights
Small group travel:
2023: 1 Sep
10% off cruise fare for honeymoon couples, free cabin upgrade upon availability, Candle-lit dinner on board, free massage for two at the Jade Spas (selected ships) & A Bubbly Welcome Honeymoon treatment in your cabin
Self-guided walking holiday in Ithaca, Greece
Discover Odysseus kingdom walking the trails of Ithaca
From €720 to €840 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Corfu gulet cruise in Greece
8 day relaxing gulet cruise in the Ionian islands
From €599 to €699 8 days ex flights
Small group travel:
2023: 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct
Zante gulet cruise in Greece
8 day gulet cruise from Zante
From €599 to €699 8 days ex flights
Small group travel:
2023: 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct
Greek Island honeymoon on Ithaca
Enjoy outstanding views and activities in Odysseus' island
From €1,350 to €2,500 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
